Robert The Guitar Guy starting off the day charming the children. © 2026 Stuart Bayer
Robert The Guitar Guy © 2026 Stuart Bayer
The Speakers hit the Main Stage. © 2026 Kiera Kenny
Gettin' into it. © 2026 Stuart Bayer
The Speakers kicking off the Main Stage © 2026 Stuart Bayer
The Speakers' frontman, Kerryn Prieto. © 2026 Kiera Kenny
The Speakers' frontman, Kerryn Prieto. © 2026 Stuart Bayer
Chillin' in the Sheraton Tarrytown Tent City. © 2026 Stuart Bayer
Way Behind the Sun gettin' all country. © 2026 Stuart Bayer
Way Behind the Sun's Virginia Ronconi © 2026 Stuart Bayer
Ty & Virigina Ronconi of Way Behind the Sun. © 2026 Jonathan Cunningham
The waiting is the hardest part. © 2026 Kiera Kenny
Norwalk's Similar Kind kicking off the Pamnation Party Stage. © 2026 Jonathan Cunningham
Norwalk's Similar Kind kicking off the Pamnation Party Stage . © 2026 Jonathan Cunningham
Norwalk's Similar Kind kicking off the Pamnation Party Stage. © 2026 Jonathan Cunningham
Similar Kind's Julia Breen putting her heart into it. © 2026 Jonathan Cunningham
Jenga fun in the Captain Lawrence Beer Garden. © 2026 Jonathan Cunningham
Browsing for bargains in Vendor Village. © 2026 Stuart Bayer
The Vindys lighting up the Main Stage. © 2026 Jonathan Cunningham
The Vindys' powerhouse vocalist, Jackie Popovec. © 2026 Stuart Bayer
The Vindys lighting up the Main Stage. © 2026 Jonathan Cunningham
The Vindys' sax player Garret Kuchmaner, taking it to the crowd. © 2026 Stuart Bayer
Getting a music tan. © 2026 Kiera Kenny
Festival staffers Rob Catalano (Security) and Pam Condron (Artist Relations/Hospitality) taking a break on a busy day. © 2026 Jonathan Cunningham
Checking out the sound check in the Chill Tent. © 2026 Kiera Kenny
Singer-songwriter Ari Hest engaging the Chill Tent crowd. © 2026 Jonathan Cunningham
Singer-songwriter Ari Hest engaging the Chill Tent crowd. © 2026 Kiera Kenny
Ari Hest breaking out the 'uke' in the Chill Tent. © 2026 Stuart Bayer
An appreciative Chill Tent audience. © 2026 Stuart Bayer
Two-Man Giant Squid 'bringin' it' on the Pamnation Party Stage. © 2026 Jonathan Cunningham
Two-Man Giant Squid's Mitch Vinokur 'laying it out' for the Pamnation Party Stage crowd. © 2026 Jonathan Cunningham
Two-Man Giant Squid 'bringin' it on the Pamnation Party Stage. © 2026 Jonathan Cunningham
Taking it all in from the Captain Lawrence Beer Garden. © 2026 Stuart Bayer
Thank you for supporting our sponsors. © 2026 Jonathan Cunningham
The Fixx hits the Main Stage. © 2026 Kiera Kenny
The Fixx hits the Main Stage. © 2026 Jonathan Cunningham
Cy Curnin, founding member of The Fixx, sings about Red Skies at night, framed by blue skies on a Pleasantville afternoon. © 2026 Jonathan Cunningham
The Fixx's bass player, Dan K. Brown layin' it down. © 2026 Jonathan Cunningham
The Fixx closing out a memorable set. © 2026 Jonathan Cunningham
Vendor VIllage with a little something - something for everyone. © 2026 Stuart Bayer
Pleasantville's DPW guys, as always, 'gettin' 'er done'. © 2026 Jonathan Cunningham
The long awaited return of Dream Street. © 2026 Kiera Kenny
Pleasantville's own Matt Balinger of Dream Street reaches out to the Chill Tent crowd. © 2026 Jonathan Cunningham
Original members Greg Raposo and Matt Ballinger celebrate the long awaited return of Dream Street. © 2026 Jonathan Cunningham
A completely stoked Team 'Dream Street' packed the Chill Tent. © 2026 Jonathan Cunningham
Round Trip w/special guest guitarist, Lara Cwass jamming out on the Pamnation Party Stage. © 2026 Mickey Deneher/NYS Music
Guitar phenom Lara Cwass, guesting with Round Trip, doing some shredding on the Party Stage. © 2026 Jonathan Cunningham
Guest guitarist Lara Cwass and Round Trip's Jake Stevenson trading leads on the Pamnation Party Stage. © 2026 Mickey Deneher/NYS Music
The Pamnation Party Stage crowd moving in to get a good look at Round Trip with Lara Cwass. © 2026 Kiera Kenny
Pleasantville's finest, working to keep us all safe. © 2026 Jonathan Cunningham
The crowd awaits. © 2026 Stuart Bayer
Old 97's front man Rhett Miller workin' the Main Stage. © 2026 Jonathan Cunningham
Old 97's rockin' the Main Stage. © 2026 Jonathan Cunningham
Old 97's front man Rhett Miller workin' the Main Stage. © 2026 Jonathan Cunningham
Old 97's front man Rhett Miller workin' the Main Stage. © 2026 Jonathan Cunningham
Old 97's killin' it on the Main Stage. © 2026 Jonathan Cunningham
Taking a break with part of our team of hard working volunteers. © 2026 Jonathan Cunningham
Crowds descend on the Chill Tent in anticipation of the arrival of Yola. © 2026 Kiera Kenny
The arrival of Yola, the Chill Tent headliner. © 2026 Jonathan Cunningham
Yola slays it in the Chill Tent. What a voice! © 2026 Jonathan Cunningham
Yola and her band play to a packed Chill Tent. © 2026 Jonathan Cunningham
Yola slays it in the Chill Tent. What a voice! © 2026 Jonathan Cunningham
The packed Chill Tent audience is lovin' what they're hearing. © 2026 Stuart Bayer
Pamnation Party Stage headliners, The Thing, struttin' their stuff. © 2026 Kiera Kenny
The Thing, doin' their thing, headlining the Pamnation Party Stage. © 2026 Kiera Kenny
Lead guitarist and vocalist for The Thing, Jack Bradley, performs on the Pamnation Party Stage. © 2026 Stuart Bayer
Drummer for The Thing, Lucas Eberling, performs on the Pamnation Party Stage. © 2026 Kiera Kenny
Bass player for The Thing, Zane Accord, performs on the Pamnation Party Stage. © 2026 Stuart Bayer
Festival Director Bruce Figler surveying the crowd with Pleasantville Mayor Peter Scherer. @ 2026 Jonathan Cunningham
Stoked for Festival headliners, OK Go! © 2026 Stuart Bayer
Its 'Go Time' for Festival headliners, OK Go! @ 2026 Jonathan Cunningham
OK Go, puttin' on a show. © 2026 Kiera Kenny
OK Go frontman, Damian Kulash, takin' it to the people. © 2026 Kiera Kenny
OK Go frontman, Damian Kulash, engaging with the crowd. © 2026 Jonathan Cunningham
OK Go, breaking out the hand bells. © 2026 Jonathan Cunningham
OK Go, performing during the golden hour. © 2026 Jonathan Cunningham
As daylight fades, OK Go continues to captivate the crowd. © 2026 Jonathan Cunningham
OK Go closes out a specatcular day/night of music, in style, at the 20th annual Pleasantville Music Festival. © 2026 Jonathan Cunningham